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Details

Stereochemistry ACHIRAL
Molecular Formula C5H4N4O
Molecular Weight 136.1115
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-HYDROXY-7-AZABENZOTRIAZOLE

SMILES

ON1N=NC2=CC=CN=C12

InChI

InChIKey=FPIRBHDGWMWJEP-UHFFFAOYSA-N
InChI=1S/C5H4N4O/c10-9-5-4(7-8-9)2-1-3-6-5/h1-3,10H

HIDE SMILES / InChI
Molecular Formula C5H4N4O
Molecular Weight 136.1115
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Sulfonate esters of 1-hydroxypyridin-2(1H)-one and ethyl 2-cyano-2-(hydroxyimino)acetate (oxyma) as effective peptide coupling reagents to replace 1-hydroxybenzotriazole and 1-hydroxy-7-azabenzotriazole.
2010-04
Reactivity and applications of new amine reactive cross-linkers for mass spectrometric detection of protein-protein complexes.
2010-01-01
Oxyma: an efficient additive for peptide synthesis to replace the benzotriazole-based HOBt and HOAt with a lower risk of explosion.
2009-09-21
Monoporphyrinate ytterbium(iii) complexes with new ancillary ligands: synthesis, structural analysis and photophysical investigation.
2009-06-28
Synthesis and application of N-[1-(4-(4-fluorophenyl)-2,6-dioxocyclohexylidene)ethyl] (Fde)-protected amino acids for optimization of solid-phase peptide synthesis using gel-phase (19)F NMR spectroscopy.
2009-04
Reactions of monoaryl-substituted methylenecyclobutanes and methylenecyclopropanes with 1-hydroxybenzotriazole (HOBt), 1-hydroxy-7-azabenzotriazole (HOAt), and 1-hydroxysuccinimide (HOSu).
2009-03-20
Total synthesis of cyclosporin O: exploring the utility of Bsmoc-NMe-amino acid fluorides and KOAt.
2009
Nucleophilic carbene and HOAt relay catalysis in an amide bond coupling: an orthogonal peptide bond forming reaction.
2007-11-14
Blind crystal structure prediction of a novel second polymorph of 1-hydroxy-7-azabenzotriazole.
2006-08
Catalytic ester-amide exchange using group (IV) metal alkoxide-activator complexes.
2005-07-20
Three-dimensional arrangement of sugar residues along helical polypeptide backbone. 2. Synthesis of periodic N-glycosylated peptides by polymerization of tripeptide active esters containing alpha,alpha-disubstituted amino acid.
2005-07-12
DNA display III. Solid-phase organic synthesis on unprotected DNA.
2004-07
Organophosphorus and nitro-substituted sulfonate esters of 1-hydroxy-7-azabenzotriazole as highly efficient fast-acting peptide coupling reagents.
2004-01-09
Introduction to peptide synthesis.
2002-08
The 5,6- and 4,5-benzo derivatives of 1-hydroxy-7-azabenzotriazole.
2001-09-06
Patents

Patents

05698675
1
05846990
2
05891889
2
06083908
1
06127341
1
06248756
6
06274584
2
06277987
1
06281247
1
06291499
1
06291514
2
06403633
1
06486156
1
06492362
1
06492403
9
06784158
1
06794393
2
06818658
1
06822097
2
06933311
2
06992105
1
07022725
1
07026324
3
07067516
5
07084134
1
07144899
1
07163951
8
07166628
1
07183276
1
07198791
1
07208498
1
07217716
8
07217728
7
07235545
7
07235580
2
07241788
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07265144
3
07285545
1
07319108
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07323460
1
07358359
1
07381734
3
07423150
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07459554
2
07550481
1
07560460
1
07635713
1
07652061
2
07666879
13
07696193
3
07700591
2
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:07:30 GMT 2025
Edited
by admin
on Mon Mar 31 21:07:30 GMT 2025
Record UNII
TX8XYH09H0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1-HYDROXY-1H-V-TRIAZOLO(4,5-B)PYRIDINE
Preferred Name English
1-HYDROXY-7-AZABENZOTRIAZOLE
MI  
Systematic Name English
3H-1,2,3-TRIAZOLO(4,5-B)PYRIDINE-3-OL
Systematic Name English
7-AZA-1-HYDROXYBENZOTRIAZOLE
Common Name English
1-HYDROXY-7-AZABENZOTRIAZOLE [MI]
Common Name English
HOAT
Common Name English
3H-(1,2,3)TRIAZOLO(4,5-B)PYRIDIN-3-OL
Systematic Name English
1-HYDROXYL-7-AZABENZOTRIAZOLE
Systematic Name English
(1,2,3)TRIAZOLO(4,5-B)PYRIDIN-3-OL
Systematic Name English
Code System Code Type Description
PUBCHEM
181649
Created by admin on Mon Mar 31 21:07:30 GMT 2025 , Edited by admin on Mon Mar 31 21:07:30 GMT 2025
PRIMARY
WIKIPEDIA
1-HYDROXY-7-AZABENZOTRIAZOLE
Created by admin on Mon Mar 31 21:07:30 GMT 2025 , Edited by admin on Mon Mar 31 21:07:30 GMT 2025
PRIMARY
EPA CompTox
DTXSID0075239
Created by admin on Mon Mar 31 21:07:30 GMT 2025 , Edited by admin on Mon Mar 31 21:07:30 GMT 2025
PRIMARY
CAS
39968-33-7
Created by admin on Mon Mar 31 21:07:30 GMT 2025 , Edited by admin on Mon Mar 31 21:07:30 GMT 2025
PRIMARY
MESH
C435757
Created by admin on Mon Mar 31 21:07:30 GMT 2025 , Edited by admin on Mon Mar 31 21:07:30 GMT 2025
PRIMARY
FDA UNII
TX8XYH09H0
Created by admin on Mon Mar 31 21:07:30 GMT 2025 , Edited by admin on Mon Mar 31 21:07:30 GMT 2025
PRIMARY
MERCK INDEX
m6118
Created by admin on Mon Mar 31 21:07:30 GMT 2025 , Edited by admin on Mon Mar 31 21:07:30 GMT 2025
PRIMARY Merck Index
NIH
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